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223673-61-8

Basic Information
CAS No.: 223673-61-8
Name: 4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-
Molecular Structure:
Molecular Structure of 223673-61-8 (4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-)
Formula: C21H24N4O2S
Molecular Weight: 396.51
Synonyms: 4-Thiazoleacetamide, 2-amino-N-(4-(2-(((2R)-2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)-;2-Amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-4-thiazoleacetamide;Betanis;YM 178;
EINECS: 800-126-3
Density: 1.314 g/cm3
Melting Point: 138-140 °C
Boiling Point: 690.008 °C at 760 mmHg
Flash Point: 371.104 °C
Solubility:
Appearance: Light yellow to yellow solid
Hazard Symbols:
Risk Codes:
Safety:
Transport Information:
PSA: 128.51000
LogP: 3.81730
Synthetic route

2-(2-amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]acetamide acetate salt

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With water In water at 80℃; for 24h; Reagent/catalyst; Temperature;100%
29676-71-9

2-amino-4-thiazoleacetic acid

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 In water at 20℃; for 0.0833333h;
Stage #2: With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h; Reagent/catalyst; Temperature;
92.6%
With hydrogenchloride; 1,2-dichloro-ethane In water at 30℃; for 5h;88.31%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In d7-N,N-dimethylformamide at 25℃; for 13h; Reagent/catalyst;84%
With hydrogenchloride; dmap In water at 20℃; for 6h;79%
Stage #1: 2-amino-4-thiazoleacetic acid; YM-208876 With hydrogenchloride In water at 25 - 30℃; for 0.25h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 25 - 30℃;
Stage #3: With sodium hydroxide In water at 0 - 5℃; pH=9;
144 g
29676-71-9

2-amino-4-thiazoleacetic acid

(1R)-2-{[2-(4-aminophenyl)ethyl]amino}-1-phenylethan-1-ol hydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h; pH=1.8 - 2;92%
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20 - 25℃; for 4h; Concentration;82%
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water for 1h;

C26H32N4O4S

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 20℃; for 10h;90.3%
29676-71-9

2-amino-4-thiazoleacetic acid

521284-22-0

(R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 28℃; for 3h; Concentration;84.5%
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride In water at 25 - 30℃;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 25 - 30℃; for 2h;
84%
Stage #1: 2-amino-4-thiazoleacetic acid; (R)-2-[ [2-(4-aminophenyl)ethyl]-amino]-1-phenylethanol monohydrochloride With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 15 - 20℃; for 1h;
Stage #2: With sodium hydroxide In water

(R)-2-(2-(1,3-dioxoindolin-2-yl)thiazol-4-yl)-N-(4-(2-((2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)acetamide

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrazine hydrate In ethanol for 3h; Reflux;84%
With hydrazine hydrate In ethanol for 3h; Reflux;84%
29676-71-9

2-amino-4-thiazoleacetic acid

(R)-N-(4-aminophenethyl)-2-hydroxy-2-phenylacetamide hydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; for 1h;75.7%

(2-amino-1,3-thiazol-4-yl)acetyl chloride

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With potassium carbonate In acetone at 10 - 15℃;70%

C22H24N4O3S

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide at 55 - 60℃; for 3h;70%

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide monotartrate

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide In 2-methyltetrahydrofuran; water pH=9;63%

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide hydrobromide

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide In 2-methyltetrahydrofuran; water pH=9;63%

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide oxalate

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide In 2-methyltetrahydrofuran; water pH=9;52%

2-(2-aminothiazol-4-yl)acetic acid hydrochloride

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Stage #1: 2-(2-aminothiazol-4-yl)acetic acid hydrochloride; YM-208876 With hydrogenchloride In water at 25 - 30℃; for 0.25h;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 25 - 30℃;
Stage #3: With sodium hydroxide In water at 0 - 5℃; pH=9;
43 g

(R)-2-(2-aminothiazole-4-yl)-4’-[2-[(2-hydroxy-2-phenyl)ethylamino]ethyl]acetanilide monohydrochloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With sodium hydroxide In water at 25 - 30℃;43 mg
1233249-35-8

4-tert-butoxycarbonylaminophenylacetonitrile

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogen; ammonia / water; methanol / 4 h / 25 - 30 °C / 2585.81 - 3102.97 Torr
2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 2-methyltetrahydrofuran / 2 h / 25 - 30 °C
3.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
4.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
4.2: 4 h / 5 - 65 °C / Inert atmosphere
4.3: 0.5 h / 5 - 10 °C
5.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme
457631-44-6

4-(2-aminoethyl)-N-(tert-butoxycarbonyl)phenylamine

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 2-methyltetrahydrofuran / 2 h / 25 - 30 °C
2.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
3.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
3.2: 4 h / 5 - 65 °C / Inert atmosphere
3.3: 0.5 h / 5 - 10 °C
4.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme

(R)-N-(4-N-Boc-aminophenethyl)-2-hydroxy-2-phenylacetamide

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
2.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
2.2: 4 h / 5 - 65 °C / Inert atmosphere
2.3: 0.5 h / 5 - 10 °C
3.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme
555-21-5

4-Nitrophenylacetonitrile

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 - 25 °C / 2585.81 - 3102.97 Torr
2.1: ethyl acetate / 25 - 30 °C
3.1: hydrogen; ammonia / water; methanol / 4 h / 25 - 30 °C / 2585.81 - 3102.97 Torr
4.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 2-methyltetrahydrofuran / 2 h / 25 - 30 °C
5.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
6.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
6.2: 4 h / 5 - 65 °C / Inert atmosphere
6.3: 0.5 h / 5 - 10 °C
7.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme
Multi-step reaction with 4 steps
1: hydrazine; palladium 10% on activated carbon / ethanol / 2 h / 25 °C / Inert atmosphere
2: hydrazine / 5 h / 25 - 60 °C / Inert atmosphere
3: acetonitrile / 10 h / 70 °C
4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / d7-N,N-dimethylformamide / 13 h / 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diisobutylaluminium hydride / toluene / 2 h / 0 - 10 °C / Inert atmosphere
2.1: triethylamine / methanol / 2 h / 20 °C / Inert atmosphere
2.2: 1 h / 0 °C / Inert atmosphere
3.1: ammonium formate; palladium on activated charcoal / methanol / 6 h / 50 °C
4.1: hydrogenchloride; dmap / water / 6 h / 20 °C
View Scheme
140-29-4

phenylacetonitrile

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: nitric acid; phosphoric acid / water / 2 h / 0 - 25 °C
2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 20 - 25 °C / 2585.81 - 3102.97 Torr
3.1: ethyl acetate / 25 - 30 °C
4.1: hydrogen; ammonia / water; methanol / 4 h / 25 - 30 °C / 2585.81 - 3102.97 Torr
5.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 2-methyltetrahydrofuran / 2 h / 25 - 30 °C
6.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
7.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
7.2: 4 h / 5 - 65 °C / Inert atmosphere
7.3: 0.5 h / 5 - 10 °C
8.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme
3544-25-0

p-aminophenylacetonitrile

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: ethyl acetate / 25 - 30 °C
2.1: hydrogen; ammonia / water; methanol / 4 h / 25 - 30 °C / 2585.81 - 3102.97 Torr
3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / 2-methyltetrahydrofuran / 2 h / 25 - 30 °C
4.1: hydrogenchloride / water; ethyl acetate / 4 h / 20 °C
5.1: sodium hydroxide / water / 10 - 15 °C / pH 9 - 10
5.2: 4 h / 5 - 65 °C / Inert atmosphere
5.3: 0.5 h / 5 - 10 °C
6.1: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 15 - 20 °C / pH 1.8 - 2
View Scheme
Multi-step reaction with 3 steps
1: hydrazine / 5 h / 25 - 60 °C / Inert atmosphere
2: acetonitrile / 10 h / 70 °C
3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / d7-N,N-dimethylformamide / 13 h / 25 °C
View Scheme
782441-52-5

[2-(formylamino)-1,3-thiazol-4-yl]acetyl chloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 10 - 15 °C
2: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / dichloromethane / 10 - 15 °C
2: potassium carbonate / dichloromethane / 1 h / 25 - 30 °C
3: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme

[2-(formylamino)-1,3-thiazol-4-yl]acetic acid

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: phosphorus pentachloride / dichloromethane / -10 °C
2: potassium carbonate / acetonitrile / 10 - 15 °C
3: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme
Multi-step reaction with 4 steps
1: phosphorus pentachloride / dichloromethane / -10 °C
2: potassium carbonate / dichloromethane / 10 - 15 °C
3: potassium carbonate / dichloromethane / 1 h / 25 - 30 °C
4: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme

[2-(formylamino)-1,3-thiazol-4-yl]acetic acid

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydrogenchloride / water / 0.5 h / 25 - 30 °C
2: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme

(2-amino-1,3-thiazol-4-yl)acetyl chloride

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / dichloromethane / 10 - 15 °C
2: potassium carbonate / dichloromethane / 1 h / 25 - 30 °C
View Scheme
29676-71-9

2-amino-4-thiazoleacetic acid

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 5 °C
2: potassium carbonate / acetone / 10 - 15 °C
View Scheme
Multi-step reaction with 3 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 5 °C
2: potassium carbonate / dichloromethane / 10 - 15 °C
3: potassium carbonate / dichloromethane / 1 h / 25 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 3 h / 20 - 25 °C
1.2: 1 h / 20 - 25 °C
2.1: sodium hydroxide / water; 2-methyltetrahydrofuran / pH 9
View Scheme

4-nitrophenyl-[2-(formylamino)-1,3-thiazol-4-yl]acetate

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / dichloromethane / 1 h / 25 - 30 °C
2: sodium hydroxide / 3 h / 55 - 60 °C
View Scheme

4-nitrophenyl-(2-amino-1,3-thiazol-4-yl)acetate

391901-45-4

YM-208876

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 25 - 30℃; for 1h;1 g
611-71-2

(R)-Mandelic Acid

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; benzotriazol-1-ol; 1,2-dichloro-ethane / N,N-dimethyl-formamide / 6 h / 30 °C
2: 1,3-dimethyl-2-imidazolidinone; borane-THF / tetrahydrofuran / 4 h / 70 °C
3: ammonium formate; palladium 10% on activated carbon / methanol / 5 h / 65 °C / Reflux
4: hydrogenchloride; 1,2-dichloro-ethane / water / 5 h / 30 °C
View Scheme
521284-19-5

(2R)-2-hydroxy-N-[2-(4-nitrophenyl)ethyl]-2-phenylethanamide

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,3-dimethyl-2-imidazolidinone; borane-THF / tetrahydrofuran / 4 h / 70 °C
2: ammonium formate; palladium 10% on activated carbon / methanol / 5 h / 65 °C / Reflux
3: hydrogenchloride; 1,2-dichloro-ethane / water / 5 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogen; palladium 10% on activated carbon / methanol / 4 h / 20 - 25 °C
2: aluminum (III) chloride; lithium aluminium tetrahydride / tetrahydrofuran / 5 h / Reflux
3: hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water / 1 h / 20 °C
View Scheme
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

(R)-2-(2-aminothiazole-4-yl)-4’-[2-[(2-hydroxy-2-phenyl)ethylamino]ethyl]acetanilide monohydrochloride

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol at 75℃; for 0.25h;99%
With hydrogenchloride In methanol; isopropyl alcohol at 20 - 25℃; for 3h;70 g
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

77-92-9

citric acid

mirabegron citrate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;94.6%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

7400-08-0

p-Coumaric Acid

mirabegron coumarate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;94.4%
495-69-2

Hippuric Acid

223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

mirabegron hippurate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;93.2%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

110-17-8

(2E)-but-2-enedioic acid

mirabegron fumarate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;93%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

110-17-8

(2E)-but-2-enedioic acid

C21H24N4O2S*C4H4O4

Conditions
ConditionsYield
In methanol at 15 - 40℃; for 7.83333h;90%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

544-63-8

n-tetradecanoic acid

mirabegron myristate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;89.2%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

144-62-7

oxalic acid

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide oxalate

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 20 - 25℃; for 1h;88%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

77-92-9

citric acid

C21H24N4O2S*C6H8O7

Conditions
ConditionsYield
In methanol at 15 - 40℃; for 7.83333h;88%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

98-79-3

L-Pyroglutamic acid

2-(2-amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]acetamide L-pyroglutamic acid

Conditions
ConditionsYield
In methanol at 15 - 40℃; for 7.83333h;86%
In methanol; acetone at 20℃; for 1h;4.2 g
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

mirabegron phosphate

Conditions
ConditionsYield
With phosphoric acid In methanol at 20℃; for 2h;83.9%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

65-85-0

benzoic acid

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide benzoate

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 20 - 25℃; for 1h;83%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

87-69-4

tartaric acid

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide monotartrate

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 20 - 25℃; for 1h;83%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

(R)-2-(2-aminothiazol-4-yl)-4'-{2-[(2-hydroxy-2-phenyl)ethylamino]ethyl}acetamide magnesium chloride

Conditions
ConditionsYield
With magnesium(II) chloride hexahydrate In butan-1-ol at 85℃; for 0.25h; Solvent;79.5%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

65-86-1

orotic acid

mirabegron orotate

Conditions
ConditionsYield
In methanol at 20℃; for 2h;79.2%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

110-15-6

succinic acid

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide monosuccinate

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 20 - 25℃; for 1h;79%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

104-15-4

toluene-4-sulfonic acid

(R)-2-(2-aminothiazol-4-yl)-4’-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide p-toluenesulfonate

Conditions
ConditionsYield
In 2-methyltetrahydrofuran at 20 - 40℃; for 1.5h;70%
223673-61-8

(R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide

1376616-22-6

(R)-2-(4-(2-(2-aminothiazol-4-yl)ethylamino)phenethylamino)-1-phenylethanol

Conditions
ConditionsYield
Stage #1: (R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide With borane-THF In tetrahydrofuran at 0 - 50℃; for 2h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
Stage #3: With sodium hydroxide In tetrahydrofuran; water pH=10;
9%
Stage #1: (R)-2-(2-aminothiazol-4-yl)-4'-[2-[(2-hydroxy-2-phenylethyl)amino]ethyl]acetanilide With borane-THF In tetrahydrofuran at 0 - 50℃; for 2h;
Stage #2: With sodium carbonate In water
9%
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    Product Name: Mirabegron Synonyms: 4-Thiazoleacetamide, 2-amino-N-(4-(2-(((2R)-2-hydroxy-2-phenylethyl)amino)ethyl)phenyl)-;Mirabegron;N-(4-(2-(2-hydroxy-2-phenylethylamino)ethyl)phenyl)-2-(2-aminothiazol-4-yl)acetamide;2-AMino-N-[4-[2-[[(2R)-2-

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Specification

The Mirabegron, with the CAS registry number 223673-61-8, is also known as 4-Thiazoleacetamide, 2-amino-N-[4-[2-[[(2R)-2-hydroxy-2-phenylethyl]amino]ethyl]phenyl]-. It belongs to the product categories of Amines; Aromatics; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals; Sulfur & Selenium Compounds. This chemical's molecular formula is C21H24N4O2S and molecular weight is 396.51. What's more, its systematic name is 2-(2-Amino-1,3-thiazol-4-yl)-N-[4-(2-{[(2R)-2-hydroxy-2-phenylethyl]amino}ethyl)phenyl]acetamide. This chemical is a drug for the treatment of overactive bladder. It was developed by Astellas Pharma and was approved in the United States in July 2012.

Physical properties of Mirabegron are: (1)ACD/LogP: 2.889; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -0.09; (4)ACD/LogD (pH 7.4): 1.23; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 2.02; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 19.41; (9)#H bond acceptors: 6; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 128.51 Å2; (13)Index of Refraction: 1.681; (14)Molar Refractivity: 114.159 cm3; (15)Molar Volume: 301.804 cm3; (16)Polarizability: 45.256×10-24cm3; (17)Surface Tension: 65.3 dyne/cm; (18)Density: 1.314 g/cm3; (19)Flash Point: 371.104 °C; (20)Enthalpy of Vaporization: 106.21 kJ/mol; (21)Boiling Point: 690.008 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(Nc1ccc(cc1)CCNC[C@H](O)c2ccccc2)Cc3nc(sc3)N
(2)Std. InChI: InChI=1S/C21H24N4O2S/c22-21-25-18(14-28-21)12-20(27)24-17-8-6-15(7-9-17)10-11-23-13-19(26)16-4-2-1-3-5-16/h1-9,14,19,23,26H,10-13H2,(H2,22,25)(H,24,27)/t19-/m0/s1
(3)Std. InChIKey: PBAPPPCECJKMCM-IBGZPJMESA-N